Born in Oklahoma, Jon started singing at an early age in his local church. He was first drawn to classic pop music until his stepfather introduced him to country music. After graduating college with a degree in finance, Wolfe began his career as a commodities trader. In 2003, he transferred from Chicago to Houston where he roomed with Texas-born singer/songwriter Hayes Carll. One night, Jon was invited on the tour bus following an Alabama show. An impromptu jam session with Tedd Gentry and John Rich inspired Jon to take the leap into the Texas Music scene. He started making the rounds at local honky tonks throughout Texas and Oklahoma and landed a record deal with a Nashville recording company in 2006. Perhaps fortuitously, the company went out of business before the record was released and Jon returned to Texas to lick his wounds.

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